2′-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation

被引:9
|
作者
Lou, Chenguang [1 ]
Shelbourne, Montserrat [1 ]
Fox, Keith R. [2 ]
Brown, Tom [1 ]
机构
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[2] Univ Southampton, Ctr Biol Sci, Southampton SO17 1BJ, Hants, England
基金
英国生物技术与生命科学研究理事会;
关键词
DNA structures; nuclease resistance; nucleosides; oligonucleotides; DOUBLE-STRANDED DNA; DUAL RECOGNITION; HELIX FORMATION; SEQUENCE;
D O I
10.1002/chem.201102287
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The phosphoramidite monomer of the C-nucleoside 2'-aminoethoxy-2-amino-3-methylpyridine (AE-MAP) has been synthesized for the first time and incorporated into triplex-forming oligonucleotides (TFOs). Ultraviolet melting and DNase I footprinting studies show that AE-MAP is a potent triplex-stabilizing monomer that is selective for GC base pairs. TFOs containing AE-MAP bind with high affinity to duplexes but only weakly to single stranded DNA. In addition, AE-MAP confers high nuclease resistance on oligonucleotides. TFOs containing AE-MAP have potential for gene knock-out and gene expression studies.
引用
收藏
页码:14851 / 14856
页数:6
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